Low- and high-temperature hydrogenative ring-opening of alkyl-substituted cyclopropanes and methyloxirane over Pd/SiO2 catalyst: detection of β-hydride by a chemical method

Pálinkó, István and Notheisz, Ferenc and Bartók, Mihály (1990) Low- and high-temperature hydrogenative ring-opening of alkyl-substituted cyclopropanes and methyloxirane over Pd/SiO2 catalyst: detection of β-hydride by a chemical method. Journal of Molecular Catalysis, 63 (1). pp. 43-54. ISSN 0304-5102 (print); 1873-3131 (online)

PDF 105085.pdf Restricted to Registered users only Download (789kB)

Abstract

The hydrogenative ring-opening of five alkyl-substituted cyclopropanes and of methyl-oxirane on Pd/SiO2 was studied at different temperatures in a closed circulation reactor. For cyclopropanes, the ring opens through simple hydrogenation, giving exclusively saturated hydrocarbons, whereas alcohols (hydrogenation), oxo compounds (isomerization) and also cracking products are produced from methyloxirane. The substituents exert significant effects on the regioselectivity of the reactions for both type of molecules. For the cyclic hydrocarbons, mechanistic pathways are discussed on the basis of the stereochemistry of the compounds and the characteristic features of the ring-opening rate vs. H2-pressure functions. Finally, a chemical method is proposed for the detection of β-hydride.

Actions (login required)

Edit Item